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Do I need a static IP address for self-signed SSL certificates?

You do need to have a Static (dedicated) IP if you are using your own SSL Certificate. To use an SSL your host (e.g. JVMHost) will provide you with a CSR file which you need to submit to an SSL Certificate provider. They will then in turn provide you with the CRT that you can install on your required domain eg. https://secure.yourdomain.com. Its always advisable to install the certificate on the subdomain.